Relay ring-closing metathesis strategies towards the synthesis of the ABC tricycle of Taxol

Tetrahedron ◽  
2022 ◽  
pp. 132630
Author(s):  
Andrea Ojeda-Porras ◽  
Rémi Aouzal ◽  
Claire Wilson ◽  
Joëlle Prunet
Keyword(s):  
Ring Closing Metathesis

Nickel-Catalyzed Inter- and Intramolecular Carbon-Sulfur Bond Metathesis by Reversible Arylation

2019 ◽  
Author(s):  
Tristan Delcaillau ◽  
Alessandro Bismuto ◽  
Zhong Lian ◽  
Bill Morandi
Keyword(s):  
Good Yield ◽  
Functional Group ◽  
Product Formation ◽  
Single Bond ◽  
Ring Closing Metathesis ◽  
Catalytic Systems ◽  
Metathesis Reactions ◽  
New Applications ◽  
Further Development ◽  
Sulfur Bond

A nickel-catalyzed carbon-sulfur bond metathesis has been developed to access high-value thioethers. 1,2-bis(dicyclohexylphosphino)ethane (dcype) is essential to promote this highly functional group tolerant reaction. Further, synthetically challenging macrocycles could be obtained in good yield in an unusual example of ring-closing metathesis which does not involve alkene bonds. In-depth organometallic studies support a reversible Ni(0)-Ni(II) pathway to product formation. Overall, this work does not only disclose a more sustainable and more functional group tolerant alternative to previous catalytic systems based on Pd, but also presents new applications and mechanistic information which are highly relevant to the further development and application of unusual single bond metathesis reactions.

One-Pot Tandem Ring-Opening and Ring-Closing Metathesis Polymerization of Disubstituted Cyclopentenes Featuring a Terminal Alkyne Functionality

2020 ◽  
Vol 53 (11) ◽  
pp. 4330-4337
Author(s):  
Santhosh Kumar Podiyanachari ◽  
Salvador Moncho ◽  
Edward N. Brothers ◽  
Saeed Al-Meer ◽  
Mohammed Al-Hashimi ◽  
...  
Keyword(s):  
Ring Opening ◽  
Terminal Alkyne ◽  
Ring Closing Metathesis ◽  
One Pot ◽  
Metathesis Polymerization

Synthesis of coumarins by ring-closing metathesis using Grubbs’ catalyst

2003 ◽  
Vol 44 (22) ◽  
pp. 4199-4201 ◽  
Author(s):  
Tuyen Nguyen Van ◽  
Silvia Debenedetti ◽  
Norbert De Kimpe
Keyword(s):  
Ring Closing Metathesis ◽  
Grubbs Catalyst

New pseudohalide ligands in Ru-catalyzed olefin metathesis — A robust, air-activated iminopyrrolato catalyst

2005 ◽  
Vol 83 (6-7) ◽  
pp. 748-754 ◽  
Author(s):  
Samantha D Drouin ◽  
Heather M Foucault ◽  
Glenn PA Yap ◽  
Deryn E Fogg
Keyword(s):  
Key Words ◽  
Olefin Metathesis ◽  
High Reactivity ◽  
Ring Closing Metathesis ◽  
Grubbs Catalyst ◽  
X Ray ◽  
X Ray Crystallography

Reaction of the Grubbs catalyst RuCl2(PCy3)2(CHPh) (1) with lithium 2-[(2,6-diisopropylphenyl)imino]pyrrolide·Et2O (LiNN′·Et2O) gives alkylidene complex 5, containing a chelating, σ-bound iminopyrrolato unit. The structure of 5 is confirmed by X-ray crystallography. Treatment of 5 with pyridine generates RuCl(NN′)(py)2(CHPh) (6) via displacement of PCy3. Complex 5 effects ring-closing metathesis in air, displaying high reactivity relative to 6.Key words: ruthenium, alkylidene, metathesis, pyrrolimine, iminopyrrolato.

Synthesis of unsaturated 1,4-heteroatom-containing benzo-fused heterocycles using a sequential isomerization–ring-closing metathesis strategy

Tetrahedron ◽  
2009 ◽  
Vol 65 (51) ◽  
pp. 10650-10659 ◽  
Author(s):  
Garreth L. Morgans ◽  
E. Lindani Ngidi ◽  
Lee G. Madeley ◽  
Setshaba D. Khanye ◽  
Joseph P. Michael ◽  
...  
Keyword(s):  
Ring Closing Metathesis ◽  
Fused Heterocycles

Synthesis of 13C/19F/2H Labeled Indoles for Use as Tryptophan Precursors for Protein NMR Spectroscopy

2021 ◽  
Author(s):  
Ansis Maleckis ◽  
Iresha Herath ◽  
Gottfried Otting
Keyword(s):  
Nmr Spectroscopy ◽  
Protein Nmr ◽  
Ring Closing Metathesis ◽  
13C Isotope ◽  
Protein Nmr Spectroscopy ◽  
Spin Pairs

Synthesis of indoles labeled with 13C-1H and 13C-19F spin pairs is described. All syntheses utilize inexpensive carbon-13C dioxide as the 13C isotope source. Ruthenium-mediated ring-closing metathesis is the key step...

ChemInform Abstract: Enantioselective Synthesis of Bicyclic Compounds via Catalytic 1,4-Addition-Ring Closing Metathesis.

ChemInform ◽  
2010 ◽  
Vol 32 (33) ◽  
pp. no-no
Author(s):  
Robert Naasz ◽  
Leggy A. Arnold ◽  
Adriaan J. Minnaard ◽  
Ben L. Feringa
Keyword(s):  
Enantioselective Synthesis ◽  
Ring Closing Metathesis ◽  
Bicyclic Compounds

scholarly journals Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step

2018 ◽  
Vol 14 ◽  
pp. 2949-2955 ◽  
Author(s):  
Pierre-Antoine Nocquet ◽  
Aurélie Macé ◽  
Frédéric Legros ◽  
Jacques Lebreton ◽  
Gilles Dujardin ◽  
...  
Keyword(s):  
Natural Products ◽  
Starting Material ◽  
Vinyl Ethers ◽  
Ring Closing Metathesis

In this paper, a new access to several chiral 3-aminoglycals as potential precursors for glycosylated natural products is reported from a common starting material, (−)-methyl-L-lactate. The stereodivergent strategy is based on the implementation of a ring-closing metathesis of vinyl ethers as key step of reaction sequences developed.

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